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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Home in Chicago
Whole apartment! 2 Bed/2 bath steps from Wrigley!!
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
16–21 Aug
16–21 Aug
$3,239 SGD
$2,871 SGD
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for 5 nights
,
·
4.99 out of 5 average rating, 164 reviews
4.99 (164)
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,444 SGD
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for 5 nights
$1,444 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$2,020 SGD
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for 5 nights
$2,020 SGD for 5 nights
4.9 out of 5 average rating, 128 reviews
4.9 (128)
Guest favourite
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$456 SGD
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for 5 nights
$456 SGD for 5 nights
4.93 out of 5 average rating, 59 reviews
4.93 (59)
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$626 SGD
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for 5 nights
$626 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jan – 1 Feb
27 Jan – 1 Feb
$628 SGD
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for 5 nights
$628 SGD for 5 nights
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Top guest favourite
Guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
$491 SGD
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for 5 nights
$491 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$802 SGD
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for 5 nights
$802 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,287 SGD
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for 5 nights
$1,287 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Flat in Chicago
Guest Favorite Newly Renovated 1BR Near Lakeview
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$2,013 SGD
$1,664 SGD
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for 5 nights
4.96 out of 5 average rating, 94 reviews
4.96 (94)
Top guest favourite
Guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$833 SGD
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for 5 nights
$833 SGD for 5 nights
4.96 out of 5 average rating, 309 reviews
4.96 (309)
Top guest favourite
Guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$1,109 SGD
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for 5 nights
$1,109 SGD for 5 nights
4.98 out of 5 average rating, 417 reviews
4.98 (417)
Guest favourite
Guest favourite
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$3,615 SGD
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for 5 nights
$3,615 SGD for 5 nights
4.87 out of 5 average rating, 15 reviews
4.87 (15)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Luxe Retreat in Pilsen’s Colorful Center
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$910 SGD
$841 SGD
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for 5 nights
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$333 SGD
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for 5 nights
$333 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$1,469 SGD
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for 5 nights
$1,469 SGD for 5 nights
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Guest suite in Bensenville
Private, modern room near O’hare.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$960 SGD
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for 5 nights
$960 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Dec – 1 Jan
27 Dec – 1 Jan
$1,394 SGD
$1,255 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 127 reviews
4.95 (127)
Top guest favourite
Guest favourite
Flat in Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,159 SGD
Show price breakdown
for 5 nights
$1,159 SGD for 5 nights
4.95 out of 5 average rating, 438 reviews
4.95 (438)
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